Literature DB >> 2176589

Mechanisms of toxic action and structure-activity relationships for organochlorine and synthetic pyrethroid insecticides.

J R Coats1.   

Abstract

The mechanisms and sites of action of organochlorine (DDT-types and chlorinated alicyclics) and synthetic pyrethroid insecticides are presented with discussion of symptoms, physiological effects, and selectivity. The structural requirements for toxicity are assessed, and structure-activity relationships are considered for each subclass. Lipophilicity is important for all the groups because it facilitates delivery of these neurotoxicants to the site of action in the nerve. Steric factors including molecular volume, shape, and isomeric configuration greatly influence toxicity. Electronic parameters also have been demonstrated to affect biological activity in some of the groups of insecticides, e.g., Hammett's sigma and Taft's sigma * as indicators of electronegativity. New synthetic pyrethroids continue to be developed, with varied structures and different physicochemical and biological properties.

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Year:  1990        PMID: 2176589      PMCID: PMC1567810          DOI: 10.1289/ehp.9087255

Source DB:  PubMed          Journal:  Environ Health Perspect        ISSN: 0091-6765            Impact factor:   9.031


  20 in total

1.  Pyrethroid-receptor interactions: stereospecific binding and effects on sodium channels in mouse brain preparations.

Authors:  D M Soderlund
Journal:  Neurotoxicology       Date:  1985       Impact factor: 4.294

2.  Effective DDT analogues with altered aliphatic moieties. Isobutanes and chloropropanes.

Authors:  J R Coats; R L Metcalf; I P Kapoor
Journal:  J Agric Food Chem       Date:  1977 Jul-Aug       Impact factor: 5.279

3.  New halocyclopropane insecticides and the mode of action of DDT.

Authors:  G Holan
Journal:  Nature       Date:  1969-03-15       Impact factor: 49.962

Review 4.  Mode of action of DDT and allethrin on nerve: cellular and molecular mechanisms.

Authors:  T Narahashi
Journal:  Residue Rev       Date:  1969

5.  Structure-activity correlations in dDT analogs.

Authors:  M A Fahmy; T R Fukuto; R L Metcalf; R L Holmstead
Journal:  J Agric Food Chem       Date:  1973 Jul-Aug       Impact factor: 5.279

6.  Pyrethroid toxicology: protective effects of diazepam and phenobarbital in the mouse and the cockroach.

Authors:  D W Gammon; L J Lawrence; J E Casida
Journal:  Toxicol Appl Pharmacol       Date:  1982-11       Impact factor: 4.219

7.  Stereospecific action of pyrethroid insecticides on the gamma-aminobutyric acid receptor-ionophore complex.

Authors:  L J Lawrence; J E Casida
Journal:  Science       Date:  1983-09-30       Impact factor: 47.728

8.  Regulation of [35S]t-butylbicyclophosphorothionate binding sites in rat brain by GABA, pyrethroid and barbiturate.

Authors:  J Seifert; J E Casida
Journal:  Eur J Pharmacol       Date:  1985-09-24       Impact factor: 4.432

9.  Barbiturate receptor sites are coupled to benzodiazepine receptors.

Authors:  F Leeb-Lundberg; A Snowman; R W Olsen
Journal:  Proc Natl Acad Sci U S A       Date:  1980-12       Impact factor: 11.205

Review 10.  Structure-activity correlations for interactions of bicyclophosphorus esters and some polychlorocycloalkane and pyrethroid insecticides with the brain-specific t-butylbicyclophosphorothionate receptor.

Authors:  J E Casida; L J Lawrence
Journal:  Environ Health Perspect       Date:  1985-09       Impact factor: 9.031

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  21 in total

1.  Cellular localization of dieldrin and structure-activity relationship of dieldrin analogues in dopaminergic cells.

Authors:  Erin M G Allen; Virginia R Florang; Laurie L Davenport; Yunden Jinsmaa; Jonathan A Doorn
Journal:  Chem Res Toxicol       Date:  2013-06-27       Impact factor: 3.739

2.  A case study on the application of an expert-driven read-across approach in support of quantitative risk assessment of p,p'-dichlorodiphenyldichloroethane.

Authors:  Lucina E Lizarraga; Jeffry L Dean; J Phillip Kaiser; Scott C Wesselkamper; Jason C Lambert; Q Jay Zhao
Journal:  Regul Toxicol Pharmacol       Date:  2019-02-19       Impact factor: 3.271

3.  Accumulation of endosulfan in wild rat, Rattus norvegious as a result of application to soya bean in Mazoe (Zimbabwe).

Authors:  Alex Tawanda Kuvarega; Philip Taru
Journal:  Environ Monit Assess       Date:  2007-02       Impact factor: 2.513

4.  Interactions of Dichlorodiphenyltrichloroethane (DDT) and Dichlorodiphenyldichloroethylene (DDE) With Skeletal Muscle Ryanodine Receptor Type 1.

Authors:  Kim M Truong; Gennady Cherednichenko; Isaac N Pessah
Journal:  Toxicol Sci       Date:  2019-08-01       Impact factor: 4.849

5.  Mixed phylogenetic signal in fish toxicity data across chemical classes.

Authors:  Andrew Hylton; Ylenia Chiari; Isabella Capellini; Mace G Barron; Scott Glaberman
Journal:  Ecol Appl       Date:  2018-04       Impact factor: 4.657

Review 6.  Potential contribution of insecticide exposure and development of obesity and type 2 diabetes.

Authors:  Xiao Xiao; John M Clark; Yeonhwa Park
Journal:  Food Chem Toxicol       Date:  2017-05-06       Impact factor: 6.023

Review 7.  Establishing a role for environmental toxicant exposure induced epigenetic remodeling in malignant transformation.

Authors:  Kristen M Humphrey; Sumali Pandey; Jeffery Martin; Tamara Hagoel; Anne Grand'Maison; Joyce E Ohm
Journal:  Semin Cancer Biol       Date:  2018-11-16       Impact factor: 15.707

8.  Inhibition of voltage-gated calcium channels as common mode of action for (mixtures of) distinct classes of insecticides.

Authors:  Marieke Meijer; Milou M L Dingemans; Martin van den Berg; Remco H S Westerink
Journal:  Toxicol Sci       Date:  2014-06-09       Impact factor: 4.849

9.  Effects of insecticide formulations used in cotton cultivation in West Africa on the development of flat-backed toad tadpoles (Amietophrynus maculatus).

Authors:  Christin Stechert; Marit Kolb; Mark-Oliver Rödel; Müfit Bahadir
Journal:  Environ Sci Pollut Res Int       Date:  2014-09-07       Impact factor: 4.223

10.  Screening the ToxCast phase II libraries for alterations in network function using cortical neurons grown on multi-well microelectrode array (mwMEA) plates.

Authors:  Jenna D Strickland; Matthew T Martin; Ann M Richard; Keith A Houck; Timothy J Shafer
Journal:  Arch Toxicol       Date:  2017-08-02       Impact factor: 5.153

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